What is the impact of combining modifications and epimerization in glucoallosamidin B on inhibition?

Label:chem

Topic
Glucoallosamidin B combines modifications present in other derivatives (removal of a methyl group and addition of an extra methyl group) along with epimerization at carbon C3. Its apparent IC50 value against human chitinase is 8.0 nM.
Answer
When the modifications of removing a methyl group and adding an extra methyl group are combined with epimerization at carbon C3 in glucoallosamidin B, a 5-fold stronger inhibition is observed compared to allosamidin. The overall effects on inhibition are explained by altered hydrogen bonding and hydrophobic interactions, as well as displaced water molecules.
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